Flights from Chicago (MDW) to New York (LGA)

Want to trade the hustle and bustle of the Windy City for that of the Big Apple? Southwest Airlines® has flights from Chicago Midway International Airport to LaGuardia Airport that will make visiting the city that never sleeps even more affordable. Find your flight to New York (LaGuardia) with Southwest® and book with confidence. If your upcoming excursion has flexible dates, search for flights with our Low Fare Calendar and discover the lowest fares we’ve got. Don't forget to explore Southwest Vacations® to find package deals on flights, hotels, rental cars, and more.

Check out Chicago (Midway) to New York (LaGuardia) flights and book your flight now!

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Chicago (Midway), IL to New York (LaGuardia), NY

departing on 12/15

one-way starting at*

Book now

*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 16 travel days available.

Check out Chicago (Midway) to New York (LaGuardia) flights and book yours now!

Middle seats open through November 30

Full exchange of fresh, outdoor air every 2-3 minutes while inflight

Face coverings required

Travel Advisory

During the ongoing COVID-19 pandemic, the availability, health and safety procedures, operations, and schedules for local attractions are changing constantly. Please contact attractions directly for hours of operation, potential temperature screenings, and other possible health and safety procedures and restrictions. Visit our Coronavirus Travel Information page for information about potential restrictions on air travel.

Flight details

Average flight time: 2 hours 5 minutes

Departing from: Chicago Midway International Airport (MDW)

Arriving at: LaGuardia Airport (LGA)


Route information


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Based on DOT published scheduled average flights Monday-Friday between 10/30/2020 and 12/31/2020, as of 11/2/2020.

Explore New York

The city that never sleeps is full of amazing sights and sounds. Maybe you can squeeze a Broadway show into your itinerary, or spend time at the Metropolitan Museum of Art—the largest art museum in the United States. Consider exploring Ellis Island to learn about a very different type of travel experience! Climb the Statue of Liberty and admire the view. See the magnificent architecture of Gotham's skyscrapers for yourself, from the Empire State Building to the Flatiron or the Chrysler Building. These iconic sights can be accompanied by world-class restaurants and eateries or a simple slice of New York-style pizza—it's up to you!

New York City is one of the United States' great centers for culture and art. Whether you're interested in musicals, opera, ballet, or rock concerts, the Big Apple has it all. Award-winning shows are a constant feature of the New York arts scene. Get tickets for Shakespeare plays, the ballet, the hottest musicals, and more. From classical to modern, dramas to comedies, New York City has something for everyone.

Chicago to New York City flights allow you to experience more of the world—or at least more of the East Coast. Take full advantage of your time in New York by getting great deals on hotel rates and car rentals through Southwest. We can even help you plan your entire New York City vacation. Let us help you get the best deals on your New York City travel arrangements. Even if your final destination isn’t the Big Apple, this historic burg can be your gateway to the world. Let us help you get there.

Travel tips


Infancy policy

One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.


Pet policy

Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.


Unaccompanied minor

Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.


Bags fly free®1

Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.


The Southwest travel experience

At Southwest, we know that a memorable trip from Chicago (Midway) to New York (LaGuardia) is made of more than cheap flights. That’s why we offer services and perks, from booking to boarding, that make your travel experience as smooth as possible. Find out more about the Southwest® Experience before you book your next flight.

It’s simple and fun to fly with Southwest, no matter which of our destinations you choose. And when you search for your next flight to New York (LaGuardia), you know you won’t be hassled by hidden fees—we offer low fares and, as always, bags fly free. That’s our Transfarency® promise. Enroll in our Click 'N Save® emails and stay in the know about our latest flight deals. Looking for tours, activities, and more hidden gems? Check out Southwest Airlines® Experiences and earn Rapid Rewards® points when you fly.

1First and second checked bags. Weight and size limits apply.

2Fare difference may apply.

Questions we hear the most

How long is the flight from Chicago (Midway) to New York (LaGuardia)?

The average flight time from Chicago (Midway) to New York (LaGuardia) is 2 hours 5 minutes.

How many Southwest flights from Chicago (Midway) to New York (LaGuardia) occur daily?

There are 12 flights daily from Chicago (Midway) to New York (LaGuardia) on Southwest Airlines.

Does Southwest fly nonstop from Chicago (Midway) to New York (LaGuardia)?

Southwest flies nonstop from Chicago (Midway) to New York (LaGuardia) 3 times daily.

What day is it cheapest to fly from Chicago (Midway) to New York (LaGuardia)?

To find the cheapest day and time to fly Chicago (Midway) to New York (LaGuardia) with Southwest, check out our Low Fare Calendar.

Can I rent a car at LaGuardia Airport?

You can rent a car at LaGuardia Airport—book yours with your flight.

Can I change my flight reservation for my flight from Chicago (Midway) to New York (LaGuardia)?

Yes! Flights from Chicago (Midway) to New York (LaGuardia)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.

Where can I find the status of my flight from Chicago (Midway) to New York (LaGuardia)?

Check the status of your upcoming Southwest flight here.

Where can I find answers to other questions about flying from Chicago (Midway) to New York (LaGuardia) with Southwest?

Check out the Southwest Airlines® FAQs for answers about everything Southwest.